3,5-Dihydroxy-4-methoxybenzaldehyde

Base Information

• Chemical Name: 3,5-Dihydroxy-4-methoxybenzaldehyde
• CAS No.: 29865-85-8
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• ChEMBL ID: CHEMBL89737
• Metabolomics Workbench ID: 143537
• Nikkaji Number: J2.529.461K
• Wikidata: Q105268719
• Mol file: 29865-85-8.mol

Synonyms:3,5-dihydroxy-4-methoxybenzaldehyde;29865-85-8;CHEMBL89737;SCHEMBL5155052;CS-0245708;EN300-309534;Z1511745745

Chemical Property of 3,5-Dihydroxy-4-methoxybenzaldehyde

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1O)C=O)O

Technology Process of 3,5-Dihydroxy-4-methoxybenzaldehyde

There total 11 articles about 3,5-Dihydroxy-4-methoxybenzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

3,5-di-tert-butyldimethylsilyloxy-4-methoxybenzaldehyde (103929-82-4) → 3,5-dihydroxy-4-methoxybenzaldehyde (29865-85-8)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1016/j.tet.2007.09.052

Reference yield:

3,4,5-trimethoxy-benzaldehyde (86-81-7) → 5-hydroxyvanillin (3934-87-0) + 3-hydroxy-4,5-dimethoxybenzaldehyde (29865-90-5) + 3,5-dihydroxy-4-methoxybenzaldehyde (29865-85-8) + syringic aldehyde (134-96-3)

Guidance literature:

With aluminium(III) iodide; tetra-(n-butyl)ammonium iodide; In cyclohexane; for 6h; Product distribution; other reaction time, other molar ratios of educt/AlI₃ and educt/catalyst;

DOI:10.1055/s-1985-31235

Reference yield:

gallaldehyde (13677-79-7) + methyl iodide (74-88-4) → 3,5-dihydroxy-4-methoxybenzaldehyde (29865-85-8)

Guidance literature:

gallaldehyde; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

upstream raw materials:

4-methoxy-3,5-bis-methoxycarbonyloxy-benzoyl chloride

3,4,5-trimethoxy-benzaldehyde

2-(3-acetoxy-5-amino-4-methoxyphenyl)dioxolane

3,5-di-tert-butyldimethylsilyloxy-4-methoxybenzaldehyde

Downstream raw materials:

2-methoxy-5-methyl-resorcinol

5-(hydroxymethyl)-2-methoxybenzene-1,3-diol

2-bromo-3,5-dihydroxy-4-methoxybenzaldehyde

N-(3,5-dihydroxy-4-methoxy)benzyl-N-(4-hydroxyphenyl)ethyltrifluoroacetamide